Hydrochloric Acid → HCID 66686794, compound

HRID 1025956Notes

Reaction equation

HRID 1025956 reaction equation
C[O:2][C:3]([C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[C:8]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[CH:7][N:6]=1)=[O:4].[Li+].[OH-].Cl>C1COCC1.O>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[C:8]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[CH:7][N:6]=[C:5]([C:3]([OH:4])=[O:2])[N:10]=2)=[CH:12][CH:13]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 666870874-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyrimidine-2-carboxylic acid methyl ester

Product 1

HCID 66686794HCID 66686794, compoundYield 96.71%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyrimidine-2-carboxylic acid methyl ester in 2.5 ml THF was added 937 μL of a 1M LiOH solution in water and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was acidified with 1M hydrochloric acid solution and the formed precipitate was collected by filtration washed with water and dried under high vacuum to yield 232 mg (96.71%) of the title compound as white solid, MS 331.1 (M+H)+.

Workup

  1. filtrationthe formed precipitate was collected by filtration
  2. washwashed with water
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-2cf72acf93054213947ac4d7d22f3472
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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